Ebselen oxide

Modify Date: 2024-01-11 18:34:05

Ebselen oxide Structure
Ebselen oxide structure
Common Name Ebselen oxide
CAS Number 104473-83-8 Molecular Weight 290.176
Density N/A Boiling Point 277.3±23.0 °C at 760 mmHg
Molecular Formula C13H9NO2Se Melting Point N/A
MSDS Chinese USA Flash Point 121.5±22.6 °C
Symbol GHS06 GHS08 GHS09
GHS06, GHS08, GHS09
Signal Word Danger

 Use of Ebselen oxide


Ebselen oxide, the selenone analogue of Ebselen, covalently modifies diguanylate cyclase (DGC) to inhibit c-di-GMP-receptor interactions and reduces DGC activity. Ebselen oxide also inhibits alginate production (IC50=14 μM) by Pseudomonas aeruginosa. Ebselen oxide inhibits HDAC1, HDAC3, HDAC4, HDAC5, HDAC6, HDAC7, HDAC8, and HDAC9 (IC50 ranging from 0.2 to 4.7 μM)[1][2][3].

 Names

Name 1-Oxide-2-phenyl-1,2-benzisoselenazol-3(2H)-one Ebselen selenoxide
Synonym More Synonyms

 Ebselen oxide Biological Activity

Description Ebselen oxide, the selenone analogue of Ebselen, covalently modifies diguanylate cyclase (DGC) to inhibit c-di-GMP-receptor interactions and reduces DGC activity. Ebselen oxide also inhibits alginate production (IC50=14 μM) by Pseudomonas aeruginosa. Ebselen oxide inhibits HDAC1, HDAC3, HDAC4, HDAC5, HDAC6, HDAC7, HDAC8, and HDAC9 (IC50 ranging from 0.2 to 4.7 μM)[1][2][3].
Related Catalog
In Vitro Ebselen oxide, is a covalent inhibitor of c-di-GMP allosteric binding to I-site containing proteins, diguanylate cyclase (DGC) activity[1]. Ebselen oxide inhibits diguanylate cyclase from synthesizing c-di-GMP. Ebselen oxide exhibits increased potency on HDAC8 (IC50=0.2 μM) in comparison with Ebselen[3].
References

[1]. Lieberman OJ, et al. High-throughput screening using the differential radial capillary action of ligand assay identifies ebselen as an inhibitor of diguanylate cyclases. ACS Chem Biol. 2014;9(1):183-192.

[2]. Kim SK, et al. Inhibition of Pseudomonas aeruginosa Alginate Synthesis by Ebselen Oxide and Its Analogues. ACS Infect Dis. 2021;7(6):1713-1726.

[3]. Wang Y, et al. Developing selective histone deacetylases (HDACs) inhibitors through ebselen and analogs. Drug Des Devel Ther. 2017;11:1369-1382. Published 2017 May 2.

 Chemical & Physical Properties

Boiling Point 277.3±23.0 °C at 760 mmHg
Molecular Formula C13H9NO2Se
Molecular Weight 290.176
Flash Point 121.5±22.6 °C
Exact Mass 290.979858
PSA 37.38000
LogP 1.53770
Vapour Pressure 0.0±0.6 mmHg at 25°C

 Safety Information

Symbol GHS06 GHS08 GHS09
GHS06, GHS08, GHS09
Signal Word Danger
Hazard Statements H301 + H331-H373-H410
Precautionary Statements P261-P273-P301 + P310-P311-P501
RIDADR UN 3283 6.1 / PGII

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 Synonyms

2-Phenyl-1,2-benzoselenazol-3(2H)-one 1-oxide
1,2-Benzisoselenazole-1,3-dione, 2-phenyl
1-oxo-2-phenyl-1λ<sup>4</sup>,2-benzoselenazol-3-one
1,2-Benzisoselenazol-3(2H)-one, 2-phenyl-, 1-oxide